| Identification | More | [Name]
2,2-Dibromo-2-cyanoacetamide | [CAS]
10222-01-2 | [Synonyms]
2,2-Dibromo-2-carbamoylacetonitrile 2,2-DIBROMO-2-CYANOACETAMIDE 2,2-DIBROMO-3-NITRILOPROPIONAMIDE 2-CYANO-2,2-DIBROMOACETAMIDE BIOBROM C-103 BIOBROM C-103L CYANODIBROMOACETAMIDE DBNPA DIBROMOCYANOACETAMIDE DIBROMOCYANO ACETIC ACID AMIDE DIBROMONITRILOPROPIONAMIDE TIMTEC-BB SBB008529 2,2-dibromo-2-cyano-acetamid 2-cyano-2,2-dibromo-acetamid alpha,alpha-dibromo-alpha-cyanoacetamide 2,2-dibromocyanoacetamide Dibromo Cyano Acetamide/ 2,2-Dibromo-2-Cyanoacetamide Cyano-2,2-dibromoacetamide 2,2-Dibromo-3-nitrilopropion Acetamide, 2,2-dibromo-2-cyano- | [EINECS(EC#)]
233-539-7 | [Molecular Formula]
C3H2Br2N2O | [MDL Number]
MFCD00129791 | [Molecular Weight]
241.87 | [MOL File]
10222-01-2.mol |
| Chemical Properties | Back Directory | [Appearance]
white powder | [Melting point ]
122-125 °C(lit.)
| [Boiling point ]
123-126 °C | [density ]
2.3846 (rough estimate) | [refractive index ]
1.6220 (estimate) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
DMSO (Sparingly), Methanol (Slightly) | [Water Solubility ]
Slightly soluble in water | [form ]
powder to crystal | [pka]
11.72±0.50(Predicted) | [color ]
White to Light yellow to Light orange | [Odor]
antiseptic odor | [Stability:]
Stable, but may be moisture sensitive. Incompatible with strong oxidizing agents. | [Henry's Law Constant]
5.2×102 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) | [Cosmetics Ingredients Functions]
ANTIMICROBIAL PRESERVATIVE | [InChI]
1S/C3H2Br2N2O/c4-3(5,1-6)2(7)8/h(H2,7,8) | [InChIKey]
UUIVKBHZENILKB-UHFFFAOYSA-N | [SMILES]
NC(=O)C(Br)(Br)C#N | [LogP]
0.820 | [CAS DataBase Reference]
10222-01-2(CAS DataBase Reference) | [EPA Substance Registry System]
10222-01-2(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
   GHS05,GHS06,GHS09 | [Signal word ]
Danger | [Hazard statements ]
H301-H315-H317-H318-H330-H410 | [Precautionary statements ]
P273-P280-P301+P310+P330-P302+P352-P304+P340+P310-P305+P351+P338+P310 | [Hazard Codes ]
C,Xn | [Risk Statements ]
R34:Causes burns. R43:May cause sensitization by skin contact. R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN 1759 8/PG 3
| [WGK Germany ]
3
| [RTECS ]
AB5956000
| [TSCA ]
TSCA listed | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29209090 | [Storage Class]
6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials | [Hazard Classifications]
Acute Tox. 2 Inhalation Acute Tox. 3 Oral Aquatic Acute 1 Aquatic Chronic 1 Eye Dam. 1 Skin Irrit. 2 Skin Sens. 1 STOT RE 1 Inhalation | [Safety Profile]
Poison by ingestion and
intravenous routes. A severe skin and eye
irritant. When heated to decomposition it
emits very toxic fumes of Brand NO,. See
also NITRILES. | [Hazardous Substances Data]
10222-01-2(Hazardous Substances Data) | [Toxicity]
LD50 oral in mammal (species unspecified): 118mg/kg |
| Hazard Information | Back Directory | [General Description]
Colorless to yellow liquid with a moldy pungent odor. | [Reactivity Profile]
2,2-DIBROMO-3-NITRILOPROPIONAMIDE(10222-01-2) is incompatible with bases, metals, oxidizing agents, acids. Dangerous gases may accumulate as a result of ignition and fire. | [Air & Water Reactions]
Water soluble. | [Description]
2,2-dibromo-3-nitrilopropionamide is a broad-spectrum non-food biocide. It is highly soluble in water and in some organic solvents such as acetone and ethanol. There is little information published on its environmental fate. It is moderately toxic to aquatic organisms. 2,2-dibromo-3-nitrilopropionamide has a moderate human oral toxicity, may be a reproduction/developmental toxin and is a recognised irritant. | [Chemical Properties]
white powder | [Uses]
A chemical additive to control bacterial contamination in ethanol fermentation. | [Production Methods]
The commercial production of 2,2-dibromo-3-nitrilopropionamide (DBNPA) involves the bromination of cyanoacetamide in an aqueous medium. In this process, bromine is added to cyanoacetamide, resulting in the formation of DBNPA and hydrobromic acid. To improve bromine utilization and reduce costs, sodium hypochlorite is introduced as an oxidant to regenerate bromine from the hydrobromic acid, allowing further bromination. The reaction is conducted at 10–20 DegC to control exothermicity and prevent decomposition. | [Mechanism of action]
Broad-spectrum antimicrobial activity | [Pesticide Type]
Fungicide; Algicide |
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